Organic Chemistry

Section 14.10 Splitting of the Signals 541 3-D Molecule: Benzene induced magnetic field induced magnetic field applied magnetic ...

542 CHAPTER 14 NMR Spectroscopy 87654 3210 CH 3 CHCl 2 δ (ppm) frequency Figure 14.10 NMR spectrum of 1,1-dichloroethane. The h ...

Section 14.10 Splitting of the Signals 543 frequency if the magnetic field of the methine proton is lined up against the applied ...

Table 14.2 Multiplicity of the Signal and Relative Intensities of the Peaks in the Signal Relative peak intensities Multiplicity ...

Section 14.11 More Examples of^1 HNMR Spectra 545 a. b. 10 9 8765 4 3 210 Offset: 1.7 ppm. 10 9 8765 4 3 210 Offset: 2.4 ppm. δ ...

546 CHAPTER 14 NMR Spectroscopy 87654 3210 C OCHCH 3 O CH 3 CH 2 CH 2 CH 3 ad b b c e δ (ppm) frequency Figure 14.16N NMR spectr ...

Section 14.11 More Examples of^1 HNMR Spectra 547 87654 3210 CC H H H CH 2 Br b d c a δ (ppm) frequency >Figure 14.17 NMR spe ...

548 CHAPTER 14 NMR Spectroscopy There are five sets of chemically equivalent protons in ethylbenzene (Figure 14.18). We see the ...

Section 14.11 More Examples of^1 HNMR Spectra 549 ethylbenzene ( is a doublet, is a triplet, and is a doublet of doublets). The ...

550 CHAPTER 14 NMR Spectroscopy 10 9 8765 4 3210 10 9 8765 4 3210 b.C 5 H 10 O c.C 9 H 10 O 2 δ (ppm) frequency δ (ppm) frequenc ...

Section 14.12 Coupling Constants 551 a. f. k. b. g. l. c. h. m. d. i. n. e. j. o. 14.12 Coupling Constants The distance, in hert ...

PROBLEM 28 Why is there no coupling between and or between and in cis- or trans-3- chloropropenoic acid? Let’s now summarize the ...

δ (ppm) 9876543210 2.52.6 2.7 2.8 2.9 3 3.5 4 4.5 5 5.5 6 7 8 9 10 11 12 13 14 15 16 4000380036003400320030002800260024002200 20 ...

554 CHAPTER 14 NMR Spectroscopy indicate the presence of an ethyl group that is attached to an electron-withdrawing group. The s ...

Section 14.13 Splitting Diagrams 555 The signal for the protons of propyl bromide is split into a quartet by the protons, and ea ...

Finding that the signal for the protons of 1-chloro-3-iodopropane is a quintet indicates that and have about the same value. The ...

Section 14.14 Time Dependence of NMR Spectroscopy 557 the multiplicity of the signal for the adjacent methyl hydrogens indicates ...

− 49 °C − 57 °C − 60 °C − 63 °C − 68 °C − 89 °C 558 CHAPTER 14 NMR Spectroscopy room temperature to be detected by the NMR spect ...

Section 14.15 Protons Bonded to Oxygen and Nitrogen 559 In a sample of pure alcohol, the rate of proton exchange is very slow. T ...

560 CHAPTER 14 NMR Spectroscopy PROBLEM 32 Explain why the chemical shift of the OH proton of a carboxylic acid is at a higher f ...